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ADRENIC ACID

CAS No.
28874-58-0
Chemical Name:
ADRENIC ACID
Synonyms
ADRENIC ACID;DOCOSATETRAENOIC ACID;Adrenic Acid (22:4, n-6);Ethyl Acetate Impurity 104;Adrenic Acid (Solution in ethanol);Adrenic acid(cis-7,10,13,16)(C22:4);7Z,10Z,13Z,16Z-DOCOSATETRAENOIC ACID;DOCOSA-7Z,10Z,13Z,16Z-TETRAENOIC ACID;DOCOSA-7Z,10Z,13Z,16Z-PENTAENOIC ACID;CIS-7,10,13,16-DOCOSA-TETRAENOIC ACID
CBNumber:
CB2456229
Molecular Formula:
C22H36O2
Molecular Weight:
332.52
MDL Number:
MFCD00673435
MOL File:
28874-58-0.mol
Last updated:2023-06-08 09:03:09

ADRENIC ACID Properties

Boiling point 161-164.5 °C(Press: 0.07 Torr)
Density 0.9220 g/cm3
storage temp. −20°C
solubility Chloroform (Sparingly), Methanol (Slightly)
pka 4.76±0.10(Predicted)
form Oil
color Colourless
Stability Light Sensitive
FDA UNII 64F675W6EN

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS02,GHS07
Signal word  Danger
Hazard statements  H225-H319
Precautionary statements  P210-P233-P240-P241-P242-P243-P264-P280-P303+P361+P353-P305+P351+P338-P337+P313-P370+P378-P403+P235-P501
WGK Germany  3
NFPA 704
3
2 0

ADRENIC ACID price More Price(10)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich D3659 cis-7,10,13,16-Docosatetraenoic acid ≥98% (GC) 28874-58-0 25mg $199 2024-03-01 Buy
Cayman Chemical 90300 Adrenic Acid ≥98% 28874-58-0 10mg $28 2024-03-01 Buy
Cayman Chemical 90300 Adrenic Acid ≥98% 28874-58-0 25mg $63 2024-03-01 Buy
Cayman Chemical 90300 Adrenic Acid ≥98% 28874-58-0 50mg $117 2024-03-01 Buy
Cayman Chemical 90300 Adrenic Acid ≥98% 28874-58-0 100mg $207 2024-03-01 Buy
Product number Packaging Price Buy
D3659 25mg $199 Buy
90300 10mg $28 Buy
90300 25mg $63 Buy
90300 50mg $117 Buy
90300 100mg $207 Buy

ADRENIC ACID Chemical Properties,Uses,Production

Description

Adrenic acid is a naturally occurring polyunsaturated fatty acid (PUFA) formed through a 2-carbon chain elongation of arachidonic acid. It is present in the adrenal glands, brain, testis, and kidney. Although there is trace metabolism of adrenic acid in the forebrain, the renal medulla is the only tissue which readily metabolizes the acid through cyclooxygenase activity. The primary metabolite of adrenic acid in the rabbit kidney is 1a,1b-dihomo prostaglandin E2.

Chemical Properties

Docosa tetra enoic acid designates any straight chain 22:4 fatty acid.
One isomer is of particular interest :
all-cis-7,10,13,16-docosa tetra enoic acid is an ω-6 fatty acid with the trivial name adrenic acid. This is a naturally occurring polyunsaturated fatty acid formed through a 2-carbon chain elongation of arachidonic acid. It is one of the most abundant fatty acids in the early human brain.

Uses

cis-7,10,13,16-Docosatetraenoic Acid has been identified as a protein kinase inhibitor, affecting serotonin levels in studies.

Uses

Adrenic acid is considered a sort of storage form of arachidnoic acid because it can be retro-converted into arachidonic acid by enzymes. Arachidonic acid is relatively abundant especially in the phospholipids that are found in cellular membranes, and it is precursor for many hormone-like signaling molecules, e.g. prostaglandins and leukotrienes. It shall be liberated from the phospholipids by phospholipase enzymes before it can be converted into these signaling molecules. Omnivorous humans also consume small amounts of arachidonic acid with the diet, since arachidonic acid is found in small amounts in all animal products. Arachidonic acid is not found in higher plants. Arachidonic acid serves many important functions in the body, e.g. as a structural element in membrane phospholipids, and as precursor for signalling.

Definition

ChEBI: All-cis-docosa-7,10,13,16-tetraenoic acid is the all-cis-isomer of a C22 polyunsaturated fatty acid having four double bonds in the 7-, 10-, 13- and 16-positions. One of the most abundant fatty acids in the early human brain. It has a role as a human metabolite and an algal metabolite. It is a docosatetraenoic acid and an omega-6 fatty acid. It is a conjugate acid of an all-cis-docosa-7,10,13,16-tetraenoate.

Enzyme inhibitor

This long-chain, unsaturated fatty acid (FWfree-acid = 332.53 g/mol; CAS 28874-58-0), also known as adrenic acid and (7Z,10Z,13Z,16Z)- docosatetraenoic acid, inhibits arachidonyl-CoA synthetase, orarachidonate:CoA ligase and prostaglandin biosynthesis.

ADRENIC ACID Preparation Products And Raw materials

Raw materials

Preparation Products

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CIS-7,10,13,16,19-DOCOSA-TETRAENOIC ACID CIS-7,10,13,16-DOCOSA-TETRAENOIC ACID DOCOSATETRAENOIC ACID DOCOSA-7Z,10Z,13Z,16Z-PENTAENOIC ACID DOCOSA-7Z,10Z,13Z,16Z-TETRAENOIC ACID cis-7,10,13,16-Docosatetraenoic acid, C22:4n6 7Z,10Z,13Z,16Z-DOCOSATETRAENOIC ACID ADRENIC ACID (All-Z)-7,10,13,16-docosatetraenoic acid 7,10,13,16-Docosatetraenoic acid, (all-Z)- 7,10,13,16-Docosatetraenoic acid (all-cis) Adrenic Acid (22:4, n-6) (7Z,10Z,13Z,16Z)-Docosa-7,10,13,16-tetraenoic acid Adrenic Acid (Solution in ethanol) 7,10,13,16-Docosatetraenoic acid, (7Z,10Z,13Z,16Z)- Adrenic acid(cis-7,10,13,16)(C22:4) all-cis-docosa-7,10,13,16-tetraenoicaci Endogenous Metabolite,vascular,Inhibitor,fatty,Adrenic Acid,polyunsaturated,inflammation,inhibit Ethyl Acetate Impurity 104 28874-58-0 C5H11CHCHCH24CH24COOH Alphabetic DJ - DZ Fatty Acids Omega 6 fatty acids and derivatives Polyunsaturated Lipids Unsaturated fatty acids and derivatives Analytical Chromatography Product Catalog BioChemical Analytical Standards Biochemicals and Reagents Unsaturated fatty acids and derivatives DJ - DZUnsaturated fatty acids and derivatives Alphabetic D Omega 6 fatty acids and derivatives Polyunsaturated